CN102342331B - Method for catalyzing synthesis of diglyceride from tea seed oil deodorized fraction with lipase - Google Patents
Method for catalyzing synthesis of diglyceride from tea seed oil deodorized fraction with lipase Download PDFInfo
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- CN102342331B CN102342331B CN 201110266411 CN201110266411A CN102342331B CN 102342331 B CN102342331 B CN 102342331B CN 201110266411 CN201110266411 CN 201110266411 CN 201110266411 A CN201110266411 A CN 201110266411A CN 102342331 B CN102342331 B CN 102342331B
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Abstract
The invention discloses a method for catalyzing synthesis of diglyceride from a tea seed oil deodorized fraction with lipase. In the method, diglyceride is synthesized by catalyzing direct esterification of a low-cost tea seed oil deodorized fraction serving as a raw material and glycerin by using immobilized lipase. The method comprises the following specific process steps of: weighing a tea seed oil deodorized fraction and glycerin in a certain molar ratio; adding a certain amount of immobilized lipase and a molecular sieve; shaking uniformly and putting into a water bath for reacting for a certain period of time; and performing secondary molecular distillation purification on a filtrate obtained by filtering to obtain functional edible oil which has high diglyceride purity and is rich in beneficial ingredients such as vitamin E, phytosterin, squalene and the like. The method has the advantages of low production cost and good economic benefit; and meanwhile, the immobilized lipase and the molecular sieve are reusable.
Description
Technical field
The present invention is a kind of take tea oil deodorized distillate and glycerine as raw material, under the catalysis of immobilized lipase, makes diglyceride purity height, nutritious functional edible oil.Belong to farming, secondary product of forestry deep processing field.
Background technology
The oil prodution industry of China just begins to greatly develop at 20 century 70s, and edible fat production now is near world level, and is starting late aspect the development and use of the deep processing of grease and functional grease.Research for diglyceride, in recent years a large amount of animal and human's body experiment shows, compare with triglyceride edible oil, taking in diglyceride edible oil is conducive to reduce blood lipid level and adjustment lipoprotein, prevents Fat Accumulation and reduces body weight etc., and the awareness and understanding of domestic scholars and few, more domestic well-known colleges and universities and research institute just began one's study in recent years, but do not make a breakthrough so far, Japanese Kao company has developed a kind of special grease with weight losing function as far back as 1986, main component is diglyceride.Nowadays, only have Japanese Kao company and U.S. AMD to carry out the suitability for industrialized production of diglyceride, product puts goods on the market.
At present, the synthetic main enzyme process that adopts of diglyceride is synthetic, mainly comprises three kinds of the partial hydrolysis reactions of direct esterification reaction between glycerolysis reaction, free fatty and the glycerine between triglycerides and glycerine and triglycerides.And in these three kinds of methods, the price comparison of direct esterification free fatty acid is expensive, preparation cost is high, and the diacylglycerol content that the partial hydrolysis method obtains is low, reaction is wayward, and the reaction speed of glycerine solution is slow, the reaction time is long.
The tea oil deodorized distillate is the thing that slips out that obtains from the tea oil deodorising process; contain the compositions such as free fatty, acyl glyceride, vitamin E and phytosterol; a kind of cheap accessory substance, usually as the raw material of producing soap and extraction vitamin E and phytosterol.Present middle-size and small-size grease factory is difficult to utilize deodorized distillate to be produced again, thereby undersells to other special processing factories.Yet, contain more free fatty in the deodorized distillate, utilize itself and glycerine direct esterification synthetic triglyceride under the catalysis of lipase, then can greatly reduce the production cost of diglyceride, and the purity of the synthetic diglyceride that obtains is high, and the utilization of grease deodorization cut and the synthetic new way that provides of diglyceride are provided.
Summary of the invention
The objective of the invention is for the deficiencies in the prior art, a kind of tea oil deodorized distillate and glycerine synthetic triglyceride oil with specific functionality under the catalysis of immobilized lipase that utilizes is provided.Determine optimum synthesis condition and purifying parameter.
Concrete technology step of the present invention:
(1) mol ratio by tea oil deodorized distillate and glycerine is 1.5-2.5:1, take by weighing tea oil deodorized distillate and glycerine, by the percentage calculation adding immobilized lipase Lipozyme RMIM 3-15 wt% that accounts for tea oil deodorized distillate quality and the molecular sieve of 10-20 wt%, mixing;
(2) reactant behind the mixing is placed on 60 ℃ the thermostat water bath, react under the vacuum condition, take out mixed liquor behind the 3-5h, with 100 order filter clothes the immobilized lipase in the mixture and molecular sieve are leached, immobilized lipase and molecular sieve can be through processing recycling, filtrate is product, and the content of diglyceride can reach about 70%;
(3) with filtrate with molecular still through the secondary molecular clock, carry out again molecular clock second time with the heavy phase that molecular clock for the first time obtains, the second time, molecular clock obtained gently is pure diglyceride mutually; The condition of one-level molecular clock is: sample introduction speed is 0.1-0.5L/h, and vacuum is 1.5-2Pa, and rolling speed is 100-150rpm, and evaporator temperature is 170-190 ℃, and condenser temperature is 40-60 ℃; The condition of secondary molecular clock is: sample introduction speed is 0.1-0.5L/h, and vacuum is 1.5-2Pa, and rolling speed is 100-150rpm, and evaporator temperature is 210-235 ℃, and condenser temperature is 40-60 ℃;
(4) take by weighing a small amount of product, be mixed with the solution that concentration is 2mg/ml with n-hexane dissolution, use the purity detecting of carrying out diglyceride with the high performance liquid chromatograph of EISD, the purity of the diglyceride that molecular clock obtains is greater than 95%.The triglyceride fatty acid composition is almost consistent with raw material tea oil after measured for product, and is rich in the beneficiating ingredients such as phytosterol, squalene and vitamin E.
The invention has the beneficial effects as follows: the direct esterification of lipase-catalyzed tea oil deodorized distillate can take full advantage of cheap deodorized distillate, obtains the triglyceride oil of high-load; Contain the beneficiating ingredients such as abundant phytosterol, squalene, vitamin E in the triglyceride oil that the direct esterification of lipase-catalyzed tea oil deodorized distillate obtains; Lipase-catalyzed tea oil deodorized distillate direct esterification reaction condition is gentle, environmental friendliness.
The specific embodiment
Embodiment 1:
Take by weighing tea oil deodorized distillate 3.00g, glycerine 0.49g, Lipozyme RMIM 0.30g, 4 type molecular sieve 0.60g, mixing is placed on 60 ℃ the thermostat water bath, and keeps higher vacuum, allows take out mixed liquor behind its reaction 4h, with 100 order filter clothes the immobilized lipase in the mixture and molecular sieve are leached, filtrate is product.Accurately take by weighing a small amount of product, be mixed with the solution that concentration is 2mg/ml with n-hexane dissolution, use the purity detecting of carrying out diglyceride with the high performance liquid chromatograph of EISD, record that the content of diglyceride is about 70% in the synthetic product.
Embodiment 2:
Take by weighing tea oil deodorized distillate 900g, glycerine 160g, Lipozyme RMIM 100g, 4 type molecular sieve 150g, mixing is placed on 65 ℃ the thermostat water bath, and keeps higher vacuum, allows take out mixed liquor behind its reaction 6h, with 100 order filter clothes the immobilized lipase in the mixture and molecular sieve are leached, filtrate is product.Filtrate joined in the UIC-KDL1 molecular clock instrument adopt the secondary molecular clock to carry out purifying, carry out molecular clock second time with the heavy phase that molecular clock for the first time obtains again, the second time, molecular clock obtained gently is pure diglyceride mutually.The condition of one-level molecular clock is: sample introduction speed is 0.1L/h, and vacuum is 2Pa, and rolling speed is 120rpm, and evaporator temperature is 185 ℃, and condenser temperature is 50 ℃; The condition of secondary molecular clock is: sample introduction speed is 0.1L/h, and vacuum is 2Pa, and rolling speed is 120rpm, and evaporator temperature is 225 ℃, and condenser temperature is 50 ℃.Record that diacylglycerol content is 67.2% in the synthetic product, the triglyceride oil purity that purifying obtains reaches 98.2%, and the content of its cupreol, stigmasterol, squalene and vitamin E (α type) is respectively 354 mg/100g, 185 mg/100g, 176 mg/100g, 517 mg/100g.
Claims (3)
1. the method for a catalyzing synthesis of diglyceride from tea seed oil deodorized fraction with lipase is characterized in that:
(1) mol ratio by tea oil deodorized distillate and glycerine is 1.5-2.5:1, take by weighing tea oil deodorized distillate and glycerine, by the percentage calculation adding immobilized lipase Lipozyme RMIM 3-15 wt% that accounts for tea oil deodorized distillate quality and the molecular sieve of 10-20 wt%, mixing;
(2) reactant behind the mixing is placed on the thermostat water bath, take out mixed liquor under the vacuum condition after the reaction, with 100 order filter clothes the immobilized lipase in the mixture and molecular sieve are leached, immobilized lipase and molecular sieve are through processing recycling, filtrate is product, and the content of diglyceride can reach 70%;
(3) with filtrate with molecular still through the secondary molecular clock, carry out again molecular clock second time with the heavy phase that molecular clock for the first time obtains, the second time, molecular clock obtained gently is pure diglyceride mutually;
(4) take by weighing a small amount of product, be mixed with the solution that concentration is 2mg/ml with n-hexane dissolution, use the purity detecting of carrying out diglyceride with the high performance liquid chromatograph of EISD, the purity of the diglyceride that molecular clock obtains is greater than 95%.
2. described a kind of production method of utilizing tea oil deodorized distillate synthetic triglyceride according to claim 1, it is characterized in that, the condition of one-level molecular clock is: sample introduction speed is 0.1-0.5L/h, vacuum is 1.5-2Pa, rolling speed is 100-150rpm, evaporator temperature is 170-190 ℃, and condenser temperature is 40-60 ℃; The condition of secondary molecular clock is: sample introduction speed is 0.1-0.5L/h, and vacuum is 1.5-2Pa, and rolling speed is 100-150rpm, and evaporator temperature is 210-235 ℃, and condenser temperature is 40-60 ℃.
3. described a kind of production method of utilizing tea oil deodorized distillate synthetic triglyceride according to claim 1, it is characterized in that: described water bath with thermostatic control temperature is 60 ℃, the vacuum reaction time is 3-5h.
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| CN 201110266411 CN102342331B (en) | 2011-09-09 | 2011-09-09 | Method for catalyzing synthesis of diglyceride from tea seed oil deodorized fraction with lipase |
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| CN 201110266411 CN102342331B (en) | 2011-09-09 | 2011-09-09 | Method for catalyzing synthesis of diglyceride from tea seed oil deodorized fraction with lipase |
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| CN102342331B true CN102342331B (en) | 2013-03-13 |
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| CN104818302A (en) * | 2015-05-15 | 2015-08-05 | 江南大学 | Method for continuously preparing diglyceride rice bran oil and rice bran oil prepared by method |
| CN106726782B (en) * | 2017-01-13 | 2019-03-05 | 华南理工大学 | One grows tea massage oil and the preparation method and application thereof |
| CN107227322A (en) * | 2017-06-11 | 2017-10-03 | 河南工业大学 | Industrial molecular distillation prepares 3 chloropropanol esters in diglyceride and abatement diglyceride |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101993901A (en) * | 2009-08-19 | 2011-03-30 | 佳格食品股份有限公司 | Method for preparing diglyceride from by-products of refined table oil |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN101993901A (en) * | 2009-08-19 | 2011-03-30 | 佳格食品股份有限公司 | Method for preparing diglyceride from by-products of refined table oil |
Non-Patent Citations (4)
| Title |
|---|
| 全酶法制备甘油二酯的研究(Ⅰ)———油脂酶法部分水解反应工艺条件的优化;杨继国等;《中国油脂》;20091231;第34卷(第2期);6-9 * |
| 响应面法优化酶催化紫苏籽油合成富含α-亚麻酸甘油二酯的工艺条件;张超等;《中国农业科学》;20110531;第44卷(第5期);1006-1014 * |
| 张超等.响应面法优化酶催化紫苏籽油合成富含α-亚麻酸甘油二酯的工艺条件.《中国农业科学》.2011,第44卷(第5期),1006-1014. |
| 杨继国等.全酶法制备甘油二酯的研究(Ⅰ)———油脂酶法部分水解反应工艺条件的优化.《中国油脂》.2009,第34卷(第2期),6-9. |
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